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Synthesis and Crystal Structure of the Azoxydichinyl Helicene, Pyrido[3,2-f]quinolino[6,5-c]cinnoline 5-Oxide Monohydrate
Journal of Chemical Crystallography ( IF 0.8 ) Pub Date : 2011-07-22 , DOI: 10.1007/s10870-011-0162-z
Anuruddha Rajapakse 1 , Charles L Barnes , Kent S Gates
Affiliation  

The helicene, pyrido[3,2-f]quinolino[6,5-c]cinnoline 5-oxide, was prepared by treatment of 6-hydroxylaminoquinoline with xanthine oxidase or treatment of 6-nitroquinoline with glucose in 30% NaOH and the product characterized using NMR, high resolution mass spectrometry, and X-ray crystallography. The hydrogens on carbons 7 and 12 of the terminal aromatic rings are separated by 2.495 Å creating an angle of 25.0° between the planes of the two quinoline ring systems. In the crystal, water molecules serve to link the helicenes into a one dimensional chain structure forming a hydrogen bonded bridge between N2 of one molecule and N4 of another. The molecule (C18H10N4O·H2O) crystallized in the monoclinic P21/n space group. Unit cell parameters for pyrido[3,2-f]quinolino[6,5-c]cinnoline 5-oxide monohydrate: a = 7.0829(12), b = 18.559(3), c = 11.0985(19) Å, β = 107.736(2)°, and Ζ = 4.Graphical AbstractThe helicene, pyrido[3,2-f]quinolino[6,5-c]cinnoline 5-oxide, was prepared by treatment of 6-hydroxylaminoquinoline with xanthine oxidase or treatment of 6-nitroquinoline with glucose in 30% NaOH and the product characterized using NMR, high resolution mass spectrometry, and X-ray crystallography on the monohydrate form of the molecule.

中文翻译:

Azoxydichinyl Helicene, Pyrido[3,2-f]quinolino[6,5-c]cinnoline 5-Oxide Monohydrate 的合成和晶体结构

螺旋烯,吡啶并[3,2-f]喹啉并[6,5-c]肉啉5-氧化物是通过用黄嘌呤氧化酶处理6-羟基氨基喹啉或用葡萄糖在30%氢氧化钠溶液中处理6-硝基喹啉制备的,得到产物使用 NMR、高分辨率质谱和 X 射线晶体学表征。末端芳环的碳 7 和 12 上的氢相隔 2.495 埃,在两个喹啉环系统的平面之间形成 25.0° 的角度。在晶体中,水分子用于将螺旋连接成一维链结构,在一个分子的 N2 和另一个分子的 N4 之间形成氢键桥。分子 (C18H10N4O·H2O) 在单斜 P21/n 空间群中结晶。吡啶并[3,2-f]喹啉并[6,5-c]肉啉5-氧化物一水合物的晶胞参数:a = 7.0829(12), b = 18.559(3), c = 11。
更新日期:2011-07-22
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